Formaldehyde → HCID 178442629, compound

HRID 2053067Notes

Reaction equation

HRID 2053067 reaction equation
[CH3:1][C:2]([C:9]1[CH:14]=[C:13]([C:15]2[C:23]3[N:22]=[N:21][NH:20][C:19]=3[CH:18]=[CH:17][CH:16]=2)[C:12](O)=[CH:11][CH:10]=1)([CH3:8])[CH2:3][C:4]([CH3:7])([CH3:6])[CH3:5].[CH2:25]=[O:26].C([NH:29][CH2:30][CH3:31])C.[CH3:32][O-:33].[Na+]>CO.C1(C)C(C)=CC=CC=1>[CH2:12]([C:13]1[CH:14]=[C:9]([C:2]([CH3:1])([CH3:8])[CH2:3][C:4]([CH3:7])([CH3:5])[CH3:6])[CH:10]=[C:11]([C:31]2[C:30]3[N:29]=[N:21][NH:20][C:19]=3[CH:18]=[CH:17][CH:16]=2)[C:32]=1[OH:33])[C:11]1[CH:10]=[C:9]([C:2]([CH3:8])([CH3:1])[CH2:3][C:4]([CH3:7])([CH3:5])[CH3:6])[CH:14]=[C:13]([C:15]2[C:23]3[N:22]=[N:21][NH:20][C:19]=3[CH:18]=[CH:17][CH:16]=2)[C:25]=1[OH:26]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 8021DiethylamineHCID 10942334Sodium MethoxideHCID 178442657HCID 178442657, compound

Product 1

HCID 178442629HCID 178442629, compoundYield 153.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7237O-XyleneSolvent

Procedure

To a container with a stirrer, 634 g of 4-(1,1,3,3-tetramethylbutyl)-6-benzotriazolyl phenol, 52 g of paraformaldehyde, 110 g of diethylamine and 600 ml of xylene were charged, and reacted at a temperature of 95 to 100° C. for 24 hours. Then, 31 g of 28% sodium methylate solution in methanol was added and reacted at a temperature of 145 to 150° C. for 10 hours. Upon completion of the reaction, the reaction solution was washed with water, xylene was distilled off and crystallized from methanol to obtain 581.1 g (yield 90%) of 2,2′-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazolylphenol] as white crystal (causing dust) with a melting point of 199 to 200° C. The resulting compound had a mass of 659 (calculated value 658.9) in mass spectrometry. In addition, the compaction degree of the resulting crystal was 48 in powder test, and suggested that the powder had a low flowability.

Workup

  1. customreacted at a temperature of 95 to 100° C. for 24 hours
  2. customreacted at a temperature of 145 to 150° C. for 10 hours
  3. customUpon completion of the reaction
  4. washthe reaction solution was washed with water, xylene
  5. distillationwas distilled off
  6. customcrystallized from methanol

Sources & evidence

ORD record
ord-dfd17c047c6545c8b8c9d1773473ab52
Source dataset
uspto-grants-2008_02
Patent number
US07326744B2

Reaction notes

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